This study, forming part of an EU-funded project led by The Malta College of Arts, Science and Technology (MCAST), seeks to investigate the challenges and barriers students in Malta face in their learning journeys. Previous research exercises collected data from students at State Secondary Schools and at MCAST. Having gained knowledge of the challenges and barriers students face, this knowledge having been acquired directly from the students themselves, it was now felt that it was important to also collect the views, perceptions and thoughts about student challenges and barriers in learning from the teachers and lecturers working within those same contexts and environments. Data were collected through online questionnaires, one designed for State School teachers and another one designed for MCAST lecturers. Results indicate that through effective strategizing, VET institutions, such as MCAST, that seem to bear the brunt of high student dropout rates, can render the term student dropout a very fluid term by further penetrating the workforce and recapturing former students at their chosen place of work. This proposed strategy gains more weighting when seeing the similar results obtained in this study and in our previous research that indicated that work and financial reasons seemed to be the main factors leading students to drop out of their studies at MCAST. This study concludes with some thoughts on the term NEETS (Not in Education, Employment, or Training) and how this category of former students still escapes the strategy outlined in this study and hence requires more research and intervention.